... repeatedly while netcfg seems to hang in that loop, but only on every second reconnect (Meaning when the connection is already up; Initial connection works. Starting at the first "netcfg -r" I get the message. Hitting strg+c and starting it a third time means it works again... and so on). Other than that, all of netcfg / wifi works just fine. I experience none of the problems that are (according to archwiki + google) usually connected to this error message.

Using the standard wpa_supplicant.conf. Manual connection works fine... only one instance of wpa_supplicant is running while netcfg is working. No instance at all is running, while it's spamming the error / failing to reconnect.

Re: [solved]netcfg: only reconnect "Failed to connect to wpa_supplicant"

I've seen this in many posts - I've never used netcfg, but it seems it doesn't actually check whether wpa_supplicant or dhcpcd are running before it tries to restart them. This leads to many errors as they cannot be restarted until the previous instance is shut down. I'd report this upstream as a bug, it is ridiculous for it not to check and shutdown previous instances ... and it is simple for it to do so.